Study On The Synthesis Of Indole And Quinone Derivatives Catalyzed By Small Molecule

Indole and quinone derivatives as important organic synthetic intermediates have beenused widely in the fields of medicine, pesticide, spice and dye. For these derivatives, theapplication research has also been hold on for a long time and has been exploitedcontinually. It is very important in organic synthesis that iodine and p-toluenesulfonic Aciduse as small molecular catalysts, which attracted considerable attentions. The researchindicates that they have great perspective for facility and efficiency in organic synthesis.Based on these advantages, we use small molecular catalysts iodine and p-toluenesulfonicacid to synthesize a series of indole and quinone derivatives, such as tri(indolyl)methanes,3-indolylquinones, aminoquinones.This thesis mainly focused on the synthesis of triindolylalkanes, 3-indolylquinones andaminoquinones, it's composed of following three parts:In the first part, we researched the synthesis of triindolylmethanes catalyzed byp-toluenesulfonic acid (PTSA). We took the reaction of indoles andindole-3-carboxaldehyde catalyzed by the cheap catalyst PTSA, afforded thetriindolylmethanes in good yields. Compared with conventional methods, this method hasthe advantages of mild reaction conditions, easily-handled manipulation and the low costof the catalyst.In the second part, we studied the synthesis of 3-indolylquinones catalyzed bymolecular iodine under ultrasound irradiation. In recent years, the technology of ultrasoundis an important tool in organic synthesis. In the research we found that, compared withconventional stirring method, organic reactions utilizing ultrasound irradiation conditioncould be carded out with milder reaction conditions, easily-handled manipulation,accelerated reaction speed, shortened reaction time and enhanced yield. We synthesized aseries of 3-indolylquinones compounds successfully.In the three part, we studied the synthesis of aminoquinones catalyzed bymolecular iodine under ultrasound irradiation. In the research we found that, comparedwith conventional method of synthesis of aminoquinones, this method has the advantages of short reaction time, easily-handled manipulation, environmental friendly, high yields,cheaper catalysts. We synthesized a series of aminoquinone compounds successfully.